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Merck
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Key Documents

SML1244

Sigma-Aldrich

Efinaconazole

≥98% (HPLC)

Sinônimo(s):

(αR,βR)-, α-(2,4-Difluorophenyl)-β-methyl-4-methylene-α-(1H-1,2,4-triazol-1-ylmethyl)-1-piperidineethanol, (2R,3R)-2-(2,4-Difluorophenyl)-3-(4-methylenepiperidin-1-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, KP-103

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About This Item

Fórmula empírica (Notação de Hill):
C18H22F2N4O
Número CAS:
164650-44-6
Peso molecular:
348.39
Código UNSPSC:
51111800
NACRES:
NA.77

Nível de qualidade

100

Ensaio

≥98% (HPLC)

forma

powder

atividade óptica

[α]/D -85 to -95°, c = 1 in chloroform

cor

white to beige

solubilidade

DMSO: 20 mg/mL, clear

temperatura de armazenamento

−20°C

InChI

1S/C18H22F2N4O/c1-13-5-7-23(8-6-13)14(2)18(25,10-24-12-21-11-22-24)16-4-3-15(19)9-17(16)20/h3-4,9,11-12,14,25H,1,5-8,10H2,2H3/t14-,18-/m1/s1

chave InChI

NFEZZTICAUWDHU-RDTXWAMCSA-N

Aplicação

Efinaconazole has been used as:
  • a topical anti-onychomycosis drug to determine its effects on Trichophyton rubrum and Trichophyton interdigitale
  • as an anti-fungal agent to study its permeability into the nail lysates
  • as an anti-fungal agent to study its effects on Candida africana and Candida dubliniensis

Ações bioquímicas/fisiológicas

Efinaconazole exhibits its activity against pathogens such as Trichophyton mentagrophytes, Trichophyton rubrum, and Candida albicans. It is active against Candida sp. that cause nail and skin candidiasis. Efinaconazole is also effective against Malassezia sp. that causes tinea versicolor.
Efinaconazole is a triazole antifungal drug approved clinically for the treatment of nail fungus (Onychomycosis). It inhibits sterol biosynthesis by inhibition of cytochrome P450 14α-demethylase, an enzyme in the sterol biosynthesis pathway that leads from lanosterol to ergosterol. Efinaconazole has better nail penetration, so is more effective than other topical agents and as effective as oral medication for nail fungus.

Pictogramas

Health hazard
GHS08

Palavra indicadora

Warning

Frases de perigo

H361

Classificações de perigo

Repr. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

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William J Jo Siu et al.
Antimicrobial agents and chemotherapy, 57(4), 1610-1616 (2013-01-16)
Onychomycosis is a common fungal nail infection in adults that is difficult to treat. The in vitro antifungal activity of efinaconazole, a novel triazole antifungal, was evaluated in recent clinical isolates of Trichophyton rubrum, Trichophyton mentagrophytes, and Candida albicans, common
Gholamreza Shokoohi et al.
Mycoses, 64(7), 771-779 (2021-04-04)
Vulvovaginal candidiasis (VVC) is a common and debilitating long-term illness affecting million women worldwide. This disease is caused mainly by Candida albicans and a lesser extent by other species, including the two phylogenetically closely related pathogens Candida africana and Candida
Keita Sugiura et al.
Journal of fungi (Basel, Switzerland), 7(3) (2021-04-04)
To evaluate the combination effects of anti-onychomycosis drugs, the minimum inhibitory concentrations of topical (efinaconazole, luliconazole, and tavaborole) and oral (itraconazole and terbinafine) drugs for Trichophyton rubrum and Trichophyton interdigitale (8 each, with a total of 16 strains) were determined
Heather Davies-Strickleton et al.
PloS one, 15(2), e0229414-e0229414 (2020-02-29)
Onychomycosis, or fungal nail infection, is a common fungal infection largely caused by dermatophyte fungi, such as Trichophyton rubrum or Trichophyton mentagrophytes, which affects a significant number of people. Treatment is either through oral antifungal medicines, which are efficacious but

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